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Naples Holiday Homes

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    Travellers to Naples are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 12
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Fabulous waterfront Park Shore home! Spectacular views over Venetian Bay can be enjoyed from all living areas of the house or while lounging on the open pool deck. Relax in the spa after a swim in the pool or fish from the dock. Perfectly located quiet cul-de-sac home close to Naples' finest... View all property information
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    Naples, Southwest Gulf Coast 34103
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Welcome to our home away from home in beautiful Pelican Bay of Naples, Florida. Our newly remodeled contemporary 2 bedroom/ plus den condo is on the 14th floor of the St. Nicole and offers stunning views of Clam Bay and the beautiful Gulf of Mexico. Both bedrooms have full bathrooms and... View all property information
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    Naples, Southwest Gulf Coast 34108
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    This beautiful, 3 bedroom 2.5 bath home with 2600 sq. ft of living space is located in the Crown Point subdivision offers the ultimate in luxury and comfort. On a cul -de- sac this lake home has a beautiful private pool with covered lanai and Weber gas grill.A lovely setting for enjoying sunsets... View all property information
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    Naples, Southwest Gulf Coast 34112
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This delightful first floor Beachwalk is located within walking distance to the pristine Vanderbilt Beach in North Naples. Conveniently located, Beachwalk is also a short distance to shopping, dining, the theater, a public library and park. The community offers 2 community pools, 6 tennis courts... View all property information
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    Naples, Southwest Gulf Coast 34108
    1 / 29
    5 of 5 bubbles (15) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This lovely private home has a lanai with direct southern exposure so you can enjoy the sun all day! It is located in prestigious Lely Resort Golf and Country Club and is just minutes to downtown Naples or Marco Island -- both famous for their pristine beaches, exquisite shops and fine... View all property information
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    Naples, Southwest Gulf Coast 34113
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    5 of 5 bubbles (10) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    This is one of the premier vacation properties in Naples,Florida!! Relax in tropical elegance in this fabulous villa tucked away in the beautiful pine and palm trees of the prestigious Lely Golf Resort.Professionally decorated and furnished to a very high standard, the villa has expansive sliding... View all property information
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    Naples, Southwest Gulf Coast 34112
    1 / 9
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Beautiful 2 bedroom, 2 bath first floor condo in the premier tennis community of Sterling Oaks. This unit is uniquely designed with an enclosed lanai to expand the indoor living area while still preserving the ability to open the stacked glass doors to enjoy the fresh open air and view of the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
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    4.5 of 5 bubbles (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beautiful , spacious 3 bedroom, 2 bath condo located in Wilshire Lakes. Sleeps 6. Bright and sunny, end unit. Non-smoking condo is conveniently located 5 miles from Vanderbilt Beach. Free Wi-Fi. Minimum 30 day rental. Condo is located in a gated community with a full time gate attendant. Pool,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34109
    1 / 21
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Designer Villa has everything you need. Luxury Frette® towels & bathrobes & organic Vermont Soaps® in the baths, Frette® linens on the beds, & the finest Wusthoff® cutlery, Royal Prestige® cookware, flatware, & casual china in the kitchen. Offering granite counter tops, plantation shutters, wood... View all property information
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    Naples, Southwest Gulf Coast 34114
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This beautiful vacation home sits on 99th Avenue in Naples Park, making it walking/biking distance from Vanderbilt Beach, Whole Foods, Mercato, Pelican Bay public park, and other places. If driving, just minutes to many other prime attractions. Save on parking at the beach and enjoy the amazing... View all property information
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    Naples, Southwest Gulf Coast 34108
    1 / 36
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    HOUSEKEEPING, SHUTTLE SERVICE AROUND THE AREA, 5 HEATED SWIMMING POOLS, JACUZZI, SPA AND HEALTH CENTER, TENNIS COURTS Travelling with your family or friends and want to stay all together? Prefer to cook by yourself while on the vacation? Or maybe you just want to feel yourself like home, not like... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This 2BR/2BA condo is located within the Cottages, which is the upscale gated community adjacent to Naples Bay Resort. This model/floor plan offers "+ den" space currently utilized as a separate formal dining room. This fabulous resort, surrounded by lush tropical gardens is nestled off Naples... View all property information
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    Naples, Southwest Gulf Coast 34102
    1 / 28
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This luxurious and spacious 3 bedroom Coach Home located in Fiddler Creek's Village of Serena is the perfect family retreat. Enjoy breakfast or dinner on the lanai overlooking the lake and lush, tropical landscaping. The home looks brand new and is tastefully furnished and decorated with tile... View all property information
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    Naples, Southwest Gulf Coast 34114
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Jumpstart your Florida vacation with this brand new 4-bedroom, 2.5-bathroom vacation rental home in Naples. Offering accommodations for 8, a sparkling private pool - which can be heated for a small fee - and premium amenities, this bright unit is the perfect homebase for several families or groups... View all property information
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    Naples, Southwest Gulf Coast 34108
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    INTERIOR PICS TO FOLLOW UPON COMPLETION OF EXTENSIVE RENOVATION PROJECT!! Welcome to the luxurious confines of Naples Continental Club! This Gulf/beach front (8 story) full service building is staffed with front desk security around the clock. No details have been overlooked in the newly renovated... View all property information
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    Naples, Southwest Gulf Coast 34103
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    1,000 square foot 2 bedroom, 1.5 bath Park Model in a gated RV park. Crystal Lakes is rated in the top 30 RV parks in North America and has such amenities as putting greens, fitness center, salt water pool and hot tub, horseshoes, bocce ball, 6 pickle ball courts, tennis courts, activities... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34119
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Located in the prestigious North Naples gated community of The Strand Golf & Country Club, this immaculate, first floor end unit is located in the serene neighborhood of Cypress Cove. This neighborhood is conveniently located near the gated entrance to this incredibly gorgeous development located... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
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    1 / 25
    5 of 5 bubbles (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    If you want to experience the best of "Old Florida" come stay in this beautiful, Key West-style stilt home located in the luxurious boating community of Gulf Harbor in Naples, Florida! Nestled between two state parks and top rated beaches, this 2-bedroom, 2-bathroom home accurately captures the... View all property information
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    Naples, Southwest Gulf Coast 34110
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Abbington Village is a nice quiet condominium located in East Naples, conveniently situated between Marco Island and downtown Naples (5th Avenue, beaches, fine dining, etc.). This second floor corner unit has a very open floor plan, featuring a large window in the dining room and large glass... View all property information
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    Naples, Southwest Gulf Coast 34113
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Our Villa is a lovely luxury villa set in the small gated community of Masters Reserve situated within Lely Resort Golf and Country Club. The villa has 3 good-sized bedrooms and 2 bathrooms. Apart from the high specifications of the property it benefits from being in a very quiet position on a... View all property information
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    Naples, Southwest Gulf Coast 34113
    1 / 22
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Beautiful brand new 3 bedroom, den, 3 bath house in Esplanade Golf and Country Club of Naples. New furnishings. Open floor plan with gourmet kitchen, living room, dining room. Own pool and spa, outdoor dining and seating and outdoor kitchen included. Golf membership included for $250 transfer... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34119
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Welcome to the Paradise Coast! Terrific 2 bedroom, 2 bath, 1.5 car attached garage Golf View Villa in Heritage Greens famous Arrowhead Golf Course. ONLY minutes to shopping, theaters, and the pristine white sand beaches of Naples. Fully furnished and equipped for your enjoyment and convenience. 2... View all property information
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    Naples, Southwest Gulf Coast 34119
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
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    About this property
    This spacious and newly renovated (998 sq. ft.) heated/air conditioned condo is located on the first floor with a lanai overlooking the lake. It features 2 bedrooms and 2 full updated baths, a living room with a pull out couch and love seat for additional sleeping accommodations. The dining area... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34105
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Not to be missed - great community, great amenities, incredible views! Come and enjoy our fully equipped condo in Naples. This fourth floor unit has 2 bedrooms, 2 baths and a den. Enjoy a stunning view from the lanai, living room, kitchen and master bedroom. When you walk in the front door of our... View all property information
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    Naples, Southwest Gulf Coast 34110
    1 / 26
    5 of 5 bubbles (15) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Conway House is a fantastic family holiday home situated in a private location in old Naples. Whilst the house is central (only 5 mins drive to the beach and to the Coastland shopping centre) it is in a very quiet residential area and backs onto a lagoon. The villa is single story and is very... View all property information
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    Naples, Southwest Gulf Coast 34102
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Waterfront view. Private cul de sac location. Community pool with hot tub and waterfalls and many sports....tennis, rolller blading, bocci ball, arcade room. Water aerobics. Close to airport, outlet malls, beaches, movies and a variety of restaurants. Brand new furniture with 48" big screen... View all property information
    Location Information
    Naples, Southwest Gulf Coast 33928
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    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Hawk’s Nest 201 is a modern and luxurious second floor coach home located within the award winning Fiddler’s Creek private residential community. Enter through the ground floor one-car garage (stocked with 2 beach cruiser bikes for you!), and follow your private staircase up to the second floor... View all property information
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    Naples, Southwest Gulf Coast 34114
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Beautiful Osprey Pointe residence in the prestigious upscale community of Pelican Marsh! Ideal North Naples location and only a short drive to the Mercato shops, restaurants, movie theatres and the white sandy beaches of Naples. This property is conveniently located on the first floor with an... View all property information
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    Naples, Southwest Gulf Coast 34109
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    Cute, comfortable and spacious describe this 1st floor end unit in the Victoria Shores complex. No stairs to climb and a short walk from your assigned covered parking space to the front door of this home. Inside you will find the property to be very accommodating with a split plan of 2 bedrooms, 2... View all property information
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    Naples, Southwest Gulf Coast 34109
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    Park Shore Resorts prime location west of Hwy.41 (Tamiami Trail) is within close proximity to restaurants, shopping, and famous downtown Naples. There's even a local supermarket, pharmacy, and post office just across the street. This sought after community is also convenient for walking, biking, or... View all property information
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    Naples, Southwest Gulf Coast 34103
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    The best location to vacation in all of Naples! This beautifully furnished  and decorated 3 bedroom/2 bath home is located 1/2 mile from the Vanderbilt beach and immediately down the street from the shopping and dining of the brand new Mercato lifestyle center, including Whole foods, movie theater... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
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    2 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    LAST MINUTE AVAILABILITY XMAS & NY!!! ALSO LONG TERM RENTAL POSSIBLE. PLEASE INQUIRE ABOUT DISCOUNTED RATES FOR LONGER STAYS AND SPECIAL PRICES FOR OFF-PEAK DATES If you want LUXURY pure this is the one for you! Many people rent this one for special occasions as it is located in one of Miami's... View all property information
    Location Information
    Naples, Southwest Gulf Coast 33131
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Hammock Bay is a WCI gated community offering one of the top 10 new private golf courses in the world and is less than 2 miles from Marco Island, McIlvane Bay and Ten Thousand Island. Naples (20 minutes north) offers up-scale shopping, entertainment and fine dining. Ten Thousand Islands (20 minutes... View all property information
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    Naples, Southwest Gulf Coast 34114
    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Beautiful clean one-bedroom in Naples, FL, close to Gulf of Mexico pristine white sandy beaches and world-class shops and restaurants. Private Tennis court on property and tennis pro available for lessons. Bamboo Hardwood and tile floors throughout. Naples Philharmonic nearby. Quiet and... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34116
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our first floor Sienna at GreenLinks golf condominium in Lely Resort, Naples, Florida is nestled in a sweet spot near the 10th fairway. New to NaplesFloridaVacationHomes, the Sienna is Ideally positioned between the four-star Flamingo Island golf course (designed by Robert Trent Jones Sr.) and the... View all property information
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    Naples, Southwest Gulf Coast 34113
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Balcony
    • Air Conditioning
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Sept.- Oct. OR Nov.- Dec. 2015 available at a SPECIAL 40% DISCOUNT RATE. 5 Star experience includes PGA membership at the TPC Naples in Treviso Bay. Treviso is the world's only TPC Bundled Golf Course. The membership will give you, your spouse, and children under 18 full access to the Tournament... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
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    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Central Heating
    • DVD Player
    • Housekeeping...
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Here at the Naples Boat Charter Company, our primary focus is making sure you have a wonderful time with good memories that will last. From our overnight stays to fishing charters and tours, to our visits to nearby islands, we are sure to leave you wanting to come back for more. Our cabin... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    1 / 47
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
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    • Washer
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    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Make your next group getaway a memorable one at this sunny Naples property - two adjacent homes that offer private swimming pools, beautiful golf course views, and community access to a hot tub, tennis courts, and basketball courts. These two three-bedroom homes sit alongside the Flamingo Island... View all property information
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    Naples, Southwest Gulf Coast 34113
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Shared Outdoor Pool...
    • Balcony
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    • Secure Parking
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Newly remodelled, beautiful & cozy condo minutes from Naples Botanical Gardens and 5th Avenue shops, restaurants and beach. This condo features hardwood floors, Granite counter tops, brand new appliances including washer & dryer and offers 3 Bedrooms and 2 bathrooms for a maximum of 6 guests, all... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
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    3 Bedrooms, 4 Bathrooms, Sleeps 13 | Quick View
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    • Patio
    • Waterfront
    • Private Outdoor...
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    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Lush, verdant landscape greet you in this luxurious waterfront home in beautiful Naples. The wide open spaces are perfect for entertaining or for relaxing as you gaze out of the floor to ceiling windows to your pool deck and the waterways beyond. This well-appointed three bedroom, four bathroom... View all property information
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    Naples, Southwest Gulf Coast 34102
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
    • Air Conditioning
    • Patio
    • Grill
    • Ocean Views
    • Satellite TV
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    The Pearl Beach house and Cottage is located in the heart of Old Naples’ historic district. This fabulous home consists of a 3 bedroom main house and a 2 bedroom guest house, both with their own kitchens and living areas. A heated pool and lovely outdoor living spaces complete the picture of the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This beautiful newly furnished Beachfront ,two bedroom/two bath , 12th floor corner unit condo is located in the prestigious neighborhood of Park Shore. Enjoy your morning coffee with panoramic views of the Gulf, Bay and City. In the evening, you have your majestic sunset views off of your lanai.... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34103
    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Grill
    • Waterfront
    • Parking
    • Hot Tub
    • Washer
    • Wi-Fi
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Amazingly beautiful coach home with private entrance. Located on 2nd floor. Lovingly decorated and spotlessly clean. You'll want to come again and again to spend your vacation. At Piper's Grove you'll enjoy an active lifestyle. There are 3 swimming pools, a hot tub, including a lap pool, a... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34109
    1 / 37
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Patio
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Washer
    • Internet Access
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located in the beautiful city of Naples Florida, this gated community condo offers you a tropical environment with palm trees and tropical plants. Falling Waters is a short drive to the beach, several beautiful golf courses and downtown Naples where you will find excellent restaurants and... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
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    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    • Patio
    • Hot Tub
    • Washer
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Located directly across the boulevard from the Venetian Village shopping and restaurants, The Savoy is a luxury beachfront high-rise unlike others. Savoy 1401 serves her guests the finest in upscale beach living in a private high-rise residence nestled between the calm waters and stunning skies of... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34103 3414
    1 / 13
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Parking
    • Private Garden
    • Patio
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This custom-built home is equipped with everything you need for a relaxing yet fun-filled vacation. This includes an enclosed and heated in-ground pool. It is a beautifully furnished, 4 bedroom, 2-bath home with king-size bed in master bedroom. Dolphin Retreat is within walking distance to sunny... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 27
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Grill
    • DVD Player
    • Air Conditioning
    • Parking
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Make your next trip to Florida something special with this incredible home in Naples! Amenities like a private pool, alongside a terrific location, give you all the ingredients for an unforgettable vacation. Located in the peaceful neighborhood of Naples Park, this split floor plan home features a... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108